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Organic Chemistry and Analysis

Nitriles from haloalkanes and from carbonyl compounds

  • 1 thing to know
  • Components 02 and 03

Overview

Recall questions on the cyanide substitution and addition routes, the mechanisms each follows, and reducing or hydrolysing the nitrile afterwards.

What you need to know

Answer each one before you reveal it.

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Process

Which reagents turn a haloalkane into a nitrile, what mechanism does the reaction follow, and what is displaced?

Questions from this subtopic

Each one with the model answer underneath.

  1. 1

    What is the purpose of carbon–carbon bond formation reactions in organic synthesis?

    Model answer

    To increase the length of a carbon chain

  2. 2

    What reagents are used to convert a haloalkane into a nitrile?

    Model answer

    Cyanide ions (CN⁻) in ethanol

  3. 3

    What type of mechanism occurs when a haloalkane reacts with cyanide ions?

    Model answer

    Nucleophilic substitution

  4. 4

    In the reaction of a haloalkane with CN⁻, which species acts as the nucleophile?

    Model answer

    The CN⁻ ion

  5. 5

    In nucleophilic substitution with cyanide, which carbon atom does the nucleophile attack?

    Model answer

    The δ+ carbon atom bonded to the halogen

  6. 6

    What is displaced when CN⁻ attacks a haloalkane during nucleophilic substitution?

    Model answer

    The halide ion

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